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Freelance Friday: From Corporate Cubicle to Creative Freedom

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Hey Freelancer ,
This week, we're talking to anyone who’s ever stared out a conference room window wondering, “Is this really it?”
If you’re in a traditional 9–5—or recently left one, you’ve probably felt that tug. The one pulling you toward more freedom, flexibility, and fulfillment.
And freelancing? It’s calling your name.
Here are 4 things you must know if you're thinking about leaving corporate and going freelance:
1. You Don’t Have to Quit Cold Turkey
Start freelancing on the side. Nights. Weekends. During your lunch break. The goal is to validate your skillset in the market and gain real-world experience with low risk.
Pick 1–2 high-demand services you can offer (writing, design, marketing, consulting, etc.)
Set up a profile on Upwork or Fiverr
Or reach out to your personal network—quietly
2. Focus on Building a Personal Brand
You don’t need a fancy logo or website. But you do need a story. Clients want to know who you are, why you’re different, and what results you can deliver.
Start with:
A strong LinkedIn profile
A simple portfolio (Notion, Google Drive, or Carrd is enough)
Content that shows your personality and skills
3. Learn to Love the Business Side
Freelancing is freedom, yes—but it’s also invoices, proposals, client calls, contracts, and taxes.
Don’t let that scare you—embrace it.
Use tools like Honeybook, Bonsai, or Wave to manage admin
Learn basic sales skills (not sleazy ones—just connection-driven conversations)
Know your numbers—income goals, rates, and what it takes to go full-time
4. Your Network Is Your Secret Weapon
Most first-time freelancers don’t realize how much gold is already in their network.
Former coworkers. Managers. Friends. Alumni. That guy you met at the conference two years ago.
👉 Tell people what you’re doing and how they can help. One well-timed referral can change everything.
You were not born to just pay bills and die. – Unknown
This Week’s Challenge
Write and share your “I’m freelancing now” post on LinkedIn. (Yes, really). Even if you’re still in a full-time job, craft a soft-launch post that says:
Who you help
What you do
How people can get in touch
Not ready to go public? DM 3 people in your network who could send you referrals. The sooner people know, the sooner you grow.
See you next Friday,
Michael Fleischner
Want support on your journey? Join 12,000+ freelancers who read this newsletter weekly at: https://freelancefridaynewsletter.com
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